Reaction #2301523

ord-ab2add59d5c340039493e00305f950b3

Reaction equation

CC1C=CCCC1(C)C=O
triplal
O=S(=O)([O-])[O-].[Na+].[Na+]
sodium sulfate
CO
methanol
NCCO
ethanolamine
→
CC1=CC(C)C(C2NCCO2)CC1
2-(2,4-Dimethyl-cyclohex-3-enyl)-oxazolidine

Reactants

CC1C=CCCC1(C)C=O
triplal
O=S(=O)([O-])[O-].[Na+].[Na+]
sodium sulfate
CO
methanol
NCCO
ethanolamine

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperatureis cooled to 0° C.
  2. 2
    Otherthe solids are removed via vacuum filtration through Celite
  3. 3
    OtherEvaporation of the solvent
  4. 4
    Othergives a clear, slightly yellow oil

Procedure

To a 0° C. stirred solution of 66 g (0.47 mol) triplal and 21 g sodium sulfate in 150 mL of methanol is added 29 g (0.47 mol) of ethanolamine. The reaction is allowed to warm to room temperature. After stirring for 24 h the mixture is cooled to 0° C. and the solids are removed via vacuum filtration through Celite. Evaporation of the solvent gives a clear, slightly yellow oil.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07109153B2uspto-grants-2006_09